Vacation rentals in Chuckey

New Home in Tusculum - ALL King Beds!

Welcome to EdgeEscape — a brand-new home in Tusculum, just minutes from Greeneville, TN. This beautiful 3BR/2BA retreat is fully furnished and located only 0.3 miles from Tusculum University. Featuring an open layout, all king beds, a fully equipped kitchen, and smart TVs with Art Mode in every room, it’s ideal for college visits, wedding guests, or a relaxing getaway. You’ll also find high-speed Wi-Fi throughout, a cozy patio with a fire pit, and a 2-car garage perfect for motorcycle travelers.

Peaceful Country Suite at Pumpkin Moon Farm

Just minutes from Tennessee's two oldest towns - Jonesborough & Greeneville & from Troyer's Country Market, the area's largest Amish market, this spacious Apartment suite is located on a two acre pumpkin/wildflower farm. With private parking, patio and entrance, our location is great for the Bristol races & concerts and the many local festivals & attractions. We spoil our guests with a full kitchen and laundry plus Welcome goodies, curated snacks, bath toiletries, cozy robes & a gas BBQ grill!

"Treedom", Disc Golf Course+Hot Tub+Arcade+Firepit

❤️Welcome to "Treedom" (Treehouse+Freedom), built by "The Treehouse Guys" from the DIY Network! Reconnect with family & friends in a custom, unique, romantic and patriotic venue in the trees! Nestled on 27 acres, enjoy endless activities, including a massive firepit and a private 3-hole Disc Golf Course. Engage the owners to walk the farm, feed the chickens, and swing from a giant beach tree. In the oldest Tennessee city (Jonesborough), staying here is the most free you will ever experience!

Our mountain sanctuary

Come relax and play in the great outdoors. Our area is abundant with lakes, rivers, waterfalls and hiking (the Appalachian trail is just a mile away). Our rustic cabin is built from 1875 hand hewn logs and is located on Spivey Creek in Unicoi County Tennessee. The towns of Erwin TN and Burnsville NC are just down the mountain for shopping convenience. For the arts, entertainment and airport convenience Asheville NC and Johnson City TN are less than an hour away. Come stay in our lovely cabin.

Chestnut Ridge Retreat

Guest love the peace and the views here at our retreat. Enjoy a morning or evening in the hot tub, sun on the pool deck and swim in warm weather. Relax by the fireplace or fire pit (roast some s’mores). Walk the property to see the chickens, horse, donkey and goats. At our farm we love diversity, support all love, and don’t think that hate makes America great - if you don’t agree we may not be the destination for you. We have added a small chair that converts to a bed- we can squeeze 3 in.

Llama villa with mountain views

Explore the natural beauty & history of the Tennessee Valley while staying in a unique farm villa surrounded by llamas and goats. Most of the living space is handcrafted including sawmill lumber cabinetry, black iron pipe light fixtures, a farmhouse sink, and log/shiplap walls. It features a full kitchen, granite tops, a French rain shower, gas fireplace, and a large porch to view the llamas and mountains. Perfect for honeymoon & anniversary couples, small families, and "llama lovers."

Cabin/Sunrise View/Hot Tub/King Bed/No Pet Fee/5G

Located just outside Asheville, NC on top of a mountain is a little piece of heaven. Clear views of the valley and the peace and quiet will make you question why you live in the city. You can spend your evenings relaxing by the fire or venture out into the area where there is lots to see and do. Asheville is only a few minutes away and is home to some of the best restaurants you can find. Arts, crafts, shopping etc. are at your fingertips as well as tons of hiking trails.

Angels Walk Farm

Get away from it all in this cozy ,rustic ,lofted house nestled at the beautiful foothills of Tennessee Smoky mountains. Rustic wood interiors with warm, cozy finishes A lofted sleeping area with views of the surrounding mountains. Kitchenette for easy meals and morning coffee Fire pit for evening relaxation under the stars Fenced in area for pets "under supervision please" Peaceful location with the spectacular view of our beautiful smoky mountains Great hiking trails

The Pond House with Hot Tub in TN

Escape to the Blue Ridge Mountains and enjoy your own piece of oasis. The Pond House sits on 6 acres along with our home, with a beautiful spring-fed pond, with mountain views. Relax outside in the hot tub for some stargazing, or read a good book on the porch and enjoy a nice hot cup of coffee or glass of wine. The small imperfections add to the uniqueness of the property, and we know you will agree! * *Please Note: The Pond House is not at Glamping Retro property**

Smitty’s Place

Traveling to Greene Co & surrounding area? Smitty’s Place has gorgeous views from back deck This HIDDEN GEM is immaculate & newly renovated. Comfy & PRIVATE w/several upgrades- sleeps 6- this home is just what you need for a getaway with friends or family. Looking for a place to stay while looking for your new home? Whether you’re coming for Graduation, wedding, business, or just a quick visit -10 min from Downtown Greeneville lots of cute shops neat stuff to do locally

Jockey Junction

Welcome to your peaceful East Tennessee retreat in the heart of Rheatown community of Chuckey, Tennessee—where rolling hills, fresh air, and a slower pace set the tone for your stay. This spacious 4-bedroom, 2-bath modular guest home has been thoughtfully updated with a warm bohemian rustic style, blending cozy textures, natural elements, and modern comforts. Whether you're visiting for a weekend escape or an extended stay, there’s room for everyone to relax and unwind.

Little White Cottage/Newly Renovated-Pets-Family

We are welcoming this charming, Newly Renovated Farmhouse Cottage to THE GREEN MOUNTAIN CABIN family. It's minutes away from downtown Greeneville restaurants and markets and Tusculum University. The closest Market is 2 minutes away from the house. A Couple of minutes away from Johnston Farm Wedding Venue. A 45-mile drive to Dollywood, Pigeon Forge, TN. Less than an hour away from Kingsport or Johnson City. We Welcome Pets. Don't forget to book your Pets. :)